Ashland Real Estate

The selection of single-family homes in Ashland is among the most impressive in the entire MetroWest area. At the high end of the Ashland real estate market, you'll find grand homes on massive properties, many of which are built in the Colonial architectural style. These prestigious homes have the added benefit of having towering trees on their properties to enhance both privacy and the beauty of the streets in which they're located on. Combine this with the variety of incredible exteriors—from gorgeous red brick walls to attractive wood siding—and you get a phenomenal curb appeal. As much space as there is in the yards of these upscale Ashland homes for sale, the interiors are also extremely spacious. Most floor plans boast four bedrooms and over 3,000 square feet of living space.

Ashland also includes a range of more practical single-family homes of both the one- and two-story variety, as well as an array of townhomes and condo developments. These homes still provide residents with a great lifestyle on calm streets with colorful trees on almost every property. Many homes are also located near the likes of Mill Pond, Sudbury River, and a variety of reservoirs, which gives home owners the advantage of being able to take a scenic stroll right outside their own properties any time they please.

If you're looking to buy or sell a home in Ashland, contact Hayden Rowe Properties for the most committed service from the most professional real estate agents in the entire Boston and MetroWest area.

Homes for Sale in Ashland

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New Open House
10 Pond View Ln, Ashland

$1,495,000

10 Pond View Ln, Ashland

6 Beds 5.5 Baths 4,924 SqFt Residential
Sat, Sep 12th, 2026 @ 12:30pm - 2:30pm
MLS® # 73574854

Jonah Friedman Partners Realty Group

New Open House
1 Haven Way #1, Ashland

$549,000

1 Haven Way #1, Ashland

1 Bed 2.5 Baths 1,599 SqFt Residential
Sun, Sep 13th, 2026 @ 12pm - 1:30pm
MLS® # 73575519

Donna Gittelsohn Coldwell Banker Realty - Framingham

New Open House
139 Captain Eames Cir #139, Ashland

$589,000

139 Captain Eames Cir #139, Ashland

2 Beds 2.5 Baths 1,946 SqFt Residential
Sat, Sep 12th, 2026 @ 1pm - 2:30pm
MLS® # 73574873

Ujwala Pawnarkar Keller Williams Boston MetroWest

New Open House
55 Pine Hill Rd, Ashland

$599,900

55 Pine Hill Rd, Ashland

3 Beds 1 Bath 1,254 SqFt Residential
Fri, Sep 11th, 2026 @ 5pm - 6:30pm
MLS® # 73574802

Craig Morrison Realty Executives Boston West

New Open House
21 Stagecoach Dr, Ashland

$789,900

21 Stagecoach Dr, Ashland

4 Beds 3 Baths 2,422 SqFt Residential
Sat, Sep 12th, 2026 @ 12pm - 2pm
MLS® # 73574794

Craig Morrison Realty Executives Boston West

New Open House
30 Shadow Creek Lane #30, Ashland

$599,900

30 Shadow Creek Lane #30, Ashland

2 Beds 2.5 Baths 1,799 SqFt Residential
Sun, Sep 13th, 2026 @ 11am - 12:30pm
MLS® # 73574030

Deborah Cerra William Raveis R.E. & Home Services

New
54 Blue Jay Ln, Ashland

$325,000

54 Blue Jay Ln, Ashland

0 Beds 0 Baths 0 SqFt Land MLS® # 73573997

Kevin Surdam Lamacchia Realty, Inc.

New Open House
6 Treasure Way #6, Ashland

$525,000

6 Treasure Way #6, Ashland

2 Beds 2.5 Baths 2,014 SqFt Residential
Sat, Sep 12th, 2026 @ 1:30pm - 3:30pm
MLS® # 73573912

Luiz Fernando Coelho Redfin Corp.

New Open House
30 Shadow Creek Lane #30, Ashland

$599,900

30 Shadow Creek Lane #30, Ashland

2 Beds 2.5 Baths 1,799 SqFt Residential
Sun, Sep 13th, 2026 @ 11am - 12:30pm
MLS® # 73574031

Deborah Cerra William Raveis R.E. & Home Services

New Open House
12 Denise Dr, Ashland

$550,000

12 Denise Dr, Ashland

3 Beds 1 Bath 1,102 SqFt Residential
Sun, Sep 13th, 2026 @ 12pm - 2pm
MLS® # 73573132

Angelina Chrisemer Berkshire Hathaway HomeServices Verani Realty

New Open House
261 American Boulevard #261, Ashland

$665,000

261 American Boulevard #261, Ashland

2 Beds 2.5 Baths 2,142 SqFt Residential
Sat, Sep 12th, 2026 @ 11:30am - 1pm
MLS® # 73572796

Team Coyle Compass

New
155 Concord St, Ashland

$375,000

155 Concord St, Ashland

2 Beds 1 Bath 1,476 SqFt Residential MLS® # 73570438

Stephen O Loughlin Realty Executives

Real Estate Statistics

Average Price $712K
Lowest Price $326K
Highest Price $2.1M
Total Listings 195
Avg. Price/SQFT $350

Property Types (sold listings)

Ashland Schools

One of the biggest points of pride in Ashland are the schools. Schools such as Henry E. Warren Elementary, David Mindess School, Ashland Middle School, and Ashland High are among the most well respected in the state. They offer students an engaging learning environment, pushing them to set new standards of academic excellence.

Press the link below to learn more about schools in Ashland!

Ashland Schools

Discover Ashland

If you're looking for a safe, quiet, and affluent neighborhood to settle down and raise a family in the MetroWest region, there's likely a home with your name on it in the Ashland real estate market. Ashland features beautiful homes in a range of sizes, a state park that's perfect for a variety of outdoor activities, and some of the best schools in Massachusetts. With a population of more than 17,000, Ashland is a mainly residential town with a high percentage of white-collar workers, but offers kids great educational opportunities while living on fabulous tree-lined streets close to nature.

For outdoor recreation lovers, Ashland State Park offers several hiking trails, and an abundance of green space surrounding the 157-acre Ashland Reservoir. This body of water is great for swimming boating, and enjoying a picnic at the family-friendly beach during the summer months. Hopkinton State Park near the neighboring town of Hopkinton also provides similar recreational opportunities.

Finally, Ashland features a pleasant mix of restaurants, from the upscale atmosphere at The Oregon Club to the casual Krua Khun Yah Thai restaurant, which has a great lunch buffet. There's also the Sunnyside Cafe for those who constantly crave a good hearty breakfast, while Stone Public House is among the most popular watering holes in town and offers tasty pub food and a unique atmosphere in a historic building.

If you'd like to enhance your Boston and MetroWest home search, register with Hayden Rowe Properties today. It's free to sign up and you'll be able to use custom search tools, save your favorite listings for future visits to this website, and receive email alerts when a new home within your search criteria hits the market. You'll also be able to view details on all our listings.

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